CHEBI:66444 - scutebarbatine D

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ChEBI Name scutebarbatine D
ChEBI ID CHEBI:66444
Definition A diterpene alkaloid of group of neo-clerodanes isolated from the whole plants of Scutellaria barbata and has been shown to exhibit neoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C33H35NO8
Net Charge 0
Average Mass 573.63290
Monoisotopic Mass 573.23627
InChI InChI=1S/C33H35NO8/c1-20-24(35)12-13-25-31(2,15-14-21-17-26(36)40-19-21)33(4,39)28(42-29(37)22-9-6-5-7-10-22)27(32(20,25)3)41-30(38)23-11-8-16-34-18-23/h5-11,14-18,24-25,27-28,35,39H,1,12-13,19H2,2-4H3/b15-14+/t24-,25+,27-,28-,31+,32-,33-/m0/s1
InChIKey KOVASSJTPZCMEZ-ZYRAKILPSA-N
SMILES [H][C@]12CC[C@H](O)C(=C)[C@]1(C)[C@@H](OC(=O)c1cccnc1)[C@H](OC(=O)c1ccccc1)[C@](C)(O)[C@]2(C)\C=C\C1=CC(=O)OC1
Metabolite of Species Details
Scutellaria barbata (NCBI:txid396367) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing scutebarbatine D (CHEBI:66444) has role antineoplastic agent (CHEBI:35610)
scutebarbatine D (CHEBI:66444) has role metabolite (CHEBI:25212)
scutebarbatine D (CHEBI:66444) is a benzoate ester (CHEBI:36054)
scutebarbatine D (CHEBI:66444) is a butenolide (CHEBI:50523)
scutebarbatine D (CHEBI:66444) is a diterpene alkaloid (CHEBI:23847)
scutebarbatine D (CHEBI:66444) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name
(1R*,2S*,3R*,4R*,4aS*,7S*,8aR*)-2-(benzoyloxy)-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]decahydronaphthalen-1-yl pyridine-3-carboxylate
Synonym Source
rel-(1R,2S,3R,4R,4aS,7S,8aR)-2-(benzoyloxy)-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]decahydronaphthalen-1-yl pyridine-3-carboxylate IUPAC
Registry Number Type Source
10408554 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16755060 PubMed citation Europe PMC
Last Modified
25 September 2013